I am at an inflection point where I need to decide if I should try to sell or rent it due to possibly moving for a job change. 

Also, focus on 2 years of job/income stability.Class D Properties:Cashflow vs Appreciation: Typically, all cashflow with little, maybe even negative, relative rent & value appreciationVacancy Est: 20%+ should be used to cover nonpayment, evictions & damages.Tenant Pool: majority will have FICO scores under 560 (almost 30% probability of default), little to no good tradelines, lots of collections & chargeoffs, recent evictions.

Or does your financing terms require you to do something else (which is why we need to ask question #2).Maybe the original poster will respond as well but those are the 4 items I would tell you to uncover.  

You should require the new person to apply, pass your screening, and sign the lease.

We will always require at minimum 10% of a down payment for a purchase.

You are required by law to send  1099 to the government, and to the vendors if you have payments of $600 or more in a calendar year. 

Only a few simple documents are required, including a valid passport, birth certificate, and proof of address.

I've driven by it a few years ago.Great job!

I'm being required to pay another application fee and then $600 application fee to hopefully get this approved by the Board to allow me to continue running the STR that they approved 6+ months ago. 

@Michael PlaksI’m not sure if you’re just trying to be controversial, but it’s clear everyone agrees this requires careful planning with a qualified professional.